홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Cesium carbonate → Methyl 2-(3-formylphenyl)-3,5-bis(methoxymethoxy)phenylacetate

HRID 495279
노트
인쇄 미리보기

반응식

HRID 495279 반응식
Br[C:2]1[C:7]([O:8][CH2:9][O:10][CH3:11])=[CH:6][C:5]([O:12][CH2:13][O:14][CH3:15])=[CH:4][C:3]=1[CH2:16][C:17]([O:19][CH3:20])=[O:18].[CH:21]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=1)=[O:22].C(=O)([O-])[O-].[Cs+].[Cs+]>COCCOC.O.CC1C=CC=CC=1[P](C1C=CC=CC=1C)([Pd](Cl)(Cl)[P](C1=C(C)C=CC=C1)(C1C=CC=CC=1C)C1C=CC=CC=1C)C1C=CC=CC=1C>[CH:21]([C:23]1[CH:28]=[C:27]([C:2]2[C:7]([O:8][CH2:9][O:10][CH3:11])=[CH:6][C:5]([O:12][CH2:13][O:14][CH3:15])=[CH:4][C:3]=2[CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH:26]=[CH:25][CH:24]=1)=[O:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 10796Cesium carbonateHCID 27343563-Formylphenylboronic acidHCID 68420121Methyl 2-bromo-3,5-bis(methoxymethoxy)phenylacetate

생성물 1

HCID 86613495Methyl 2-(3-formylphenyl)-3,5-bis(methoxymethoxy)phenylacetate수율 75%

시약·촉매·용매 3

HCID 178424406HCID 178424406, 화합물촉매
HCID 962
Water
용매
HCID 80711,2-Dimethoxyethane용매

실험 절차

Methyl 2-bromo-3,5-bis(methoxymethoxy)phenylacetate (630 mg, 1.8 mmol)-obtained in the step 2 in Example 1 was dissolved in a mixed solvent of 1,2-dimethoxyethane (10 mL) and water (2 mL), and in an argon atmosphere, 3-formylphenylboronic acid (400 mg, 2.7 mmol), bis(tri-o-tolylphosphine)palladium(II) dichloride (140 mg, 0.17 mmol) and cesium carbonate (1.1 g, 7.2 mmol) were added thereto, and stirred under heat for 10 hours. The reaction mixture was cooled to room temperature, then filtered, and the filtrate was concentrated under reduced pressure. Water was added to the resulting residue, and extracted twice with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated away under reduced pressure. The resulting residue was purified through silica gel column chromatography (ethyl acetate/n-hexane=1/4 to 1/2) to obtain methyl 2-(3-formylphenyl)-3,5-bis(methoxymethoxy)phenylacetate (500 mg, 75%).

후처리

  1. temperatureunder heat for 10 hours
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionWater was added to the resulting residue
  5. extractionextracted twice with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. customthe solvent was evaporated away under reduced pressure
  8. customThe resulting residue was purified through silica gel column chromatography (ethyl acetate/n-hexane=1/4 to 1/2)

출처 및 근거

ORD 기록
ord-8cf20890d64e481aa77ccce4a57d86a9
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538241B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트